16927-50-7

Usage

InChI:InChI=1/C13H10N2O4/c16-13(17)11-8-10(15(18)19)6-7-12(11)14-9-4-2-1-3-5-9/h1-8,14H,(H,16,17)

Upstream product

• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 62-53-3 aniline 
• 943-14-6 2-bromo-5-nitrobenzoic acid 
• 7304-32-7 2-fluoro-5-nitrobenzoic acid 
• 6942-36-5 methyl 2-bromo-5-nitrobenzoate 
• 60042-00-4 2-anilino-5-nitro-benzoic acid methyl ester 
• 108-86-1 bromobenzene 
• 616-79-5 2-amino-5-nitro-benzoic acid 
• 118-91-2 ortho-chlorobenzoic acid 

Downstream Products

• 16587-76-1 2-anilino-5-nitro-benzoic acid ethyl ester 
• 7251-00-5 2-nitroacridone 
• 39053-07-1 5-amino-2-anilino-benzoic acid 
• 56946-45-3 2-Anilino-5-nitrobenzoyl-chlorid 
• 20682-61-5 7-nitro-9-chloroacridine 
• 23045-35-4 2-nitro-9-aminoacridine 
• 58658-02-9 10-methyl-2-nitroacridin-9(10H)-one 
• 581-28-2 2-aminoacridine 
• 776299-27-5 2-(p-acetylaminobenzenesulphonylamino)-acridone 
• 676456-13-6 2-(p-aminobenzenesulphonylamino)acridone 
• 27918-14-5 2-aminoacridone 

Relevant academic research and scientific papers

SULFONATED 2(7)-AMINOACRIDONE AND 1-AMINOPYRENE DYES AND THEIR USE AS FLUORESCENT TAGS, IN PARTICULAR FOR CARBOHYDRATE ANALYSIS

Sulfonated 2(7)-aminoacridone and 1-aminopyrene dyes and their use as fluorescent tags, in particular for carbohydrate analysis The invention relates to fluorescent dyes with multiple negatively charged groups in their ionized form which are aminoacridone

Deep Eutectic Solvent/Lipase: Two Environmentally Benign and Recyclable Media for Efficient Synthesis of N-Aryl Amines

Abstract: Deep eutectic solvent (DES)/lipase catalyzed efficient synthesis of N-aryl amines from electron deficient aryl chlorides and amines at ambient temperature is reported. Its significant features include excellent yields of products, use of biodegradable, non-toxic and recyclable catalysts, thereby avoiding toxic metal catalyst/solvents making these protocols environmentally benign. Graphical Abstract: [Figure not available: see fulltext.].

Potent acetylcholinesterase inhibitors: Synthesis, biological assay and docking study of nitro acridone derivatives

The reaction of o-halobenzoic acid with aniline derivatives and their subsequent cyclization reaction yielded the acridone derivatives. The series of nitro acridone derivatives were prepared by Ullmann condensation in presence of copper as catalyst and we

NOVEL FLUORESCENT DYES AND USES THEREOF

The present invention relates to fluorescent dyes based on acridine derivatives and use of such dyes, for example, in biochemical and/or cell based assays. A preferred feature of some of the dyes described is their long fluorescence lifetimes and their us

Monna, a potent and selective blocker for transmembrane protein with unknown function 16/anoctamin-1

Transmembrane protein with unknown function 16/anoctamin-1 (ANO1) is a protein widely expressed in mammalian tissues, and it has the properties of the classic calcium-activated chloride channel (CaCC). This protein has been implicated in numerous major physiological functions. However, the lack of effective and selective blockers has hindered a detailed study of the physiological functions of this channel. In this study, we have developed a potent and selective blocker for endogenous ANO1 in Xenopus laevis oocytes (xANO1) using a drug screening method we previously established (Oh et al., 2008). We have synthesized a number of anthranilic acid derivatives and have determined the correlation between biological activity and the nature and position of substituents in these derived compounds. A structure-activity relationship revealed novel chemical classes of xANO1 blockers. The derivatives contain a-NO2 group on position 5 of a naphthyl group-substituted anthranilic acid, and they fully blocked xANO1 chloride currents with an IC 5050 of 0.08 μM for xANO1. Selectivity tests revealed that other chloride channels such as bestrophin-1, chloride channel protein 2, and cystic fibrosis transmembrane conductance regulator were not appreciably blocked by 10～30 μM MONNA. The potent and selective blockers for ANO1 identified here should permit pharmacological dissection of ANO1/CaCC function and serve as potential candidates for drug therapy of related diseases such as hypertension, cystic fibrosis, bronchitis, asthma, and hyperalgesia.

Metal catalyst-free amination of 2-chloro-5-nitrobenzoic acid in superheated water

A series of N-arylanthranilic acid derivatives were synthesised by amination of 2-chloro-5-nitrobenzoic acid with various arylamine in superheated water with potassium carbonate as base. Good yields were achieved within 2-3 h at 150-190 °C. The results indicated that this metal catalyst-free method is a simple, environmentally-friendly and efficient synthesis of N-phenylanthranilic acid derivatives. Furthermore, it will work with an alkylamine and phenol.

Evaluation of synthetic acridones and 4-quinolinones as potent inhibitors of cathepsins L and v

Cathepsins, also known as lysosomal cysteine peptidases, are members of the papain-like peptidase family, involved in different physiological processes. In addition, cathepsins are implicated in many pathological conditions. This report describes the synthesis and evaluation of a series of N-arylanthranilic acids, acridones, and 4-quinolinones as inhibitors of cathepsins V and L. The kinetics revealed that compounds of the classes of acridones are reversible competitive inhibitors of the target enzyme with affinities in the low micromolar range. They represent promising lead candidates for the discovery of novel competitive cathepsin inhibitors with enhanced selectivity and potency. On the other hand, 4-quinolinones were noncompetitive inhibitors and N-arylanthranilic acids were uncompetitive inhibitors.

Novel P2Y12 receptor antagonists

The present invention relates to compounds of Formula I, in which A and B are independently CH2, O, S, NH, C=O, C=NH, C=S or C=N-OH; X is NH, O, S, C=O or CH2 and R1-R5 are as defined in claim 1, which are P2Y12 receptor antagonists and useful for treating, alleviating and/or preventing diseases and disorders related to P2Y12 receptor function as well as pharmaceutical compositions comprising such compounds and methods for preparing such compounds. The present invention is further directed to the use of these compounds, alone or in combination with other therapeutic agents, for the alleviation, prevention and/or treatment of diseases and disorders, especially the use as antithrombotic agents for inhibiting platelet aggregation.

Catalyst-free microwave-assisted amination of 2-chloro-5-nitrobenzoic acid

(Chemical Equation Presented) The synthesis of N-substituted 5-nitroanthranilic acid derivatives 3a-w was achieved by a new, mild, microwave-assisted, regioselective amination reaction of 5-nitro-2-chlorobenzoic acid (1a) with a diverse range of aliphatic

Micellar Catalysis of Organic Reactions. 29. SNAr Reactions with Neutral Nucleophiles

The reaction of a number of nitroactivated halobenzoates (1-4) with some primary and tertiary amines has been studied in the presence of micelles of cetyltrimethylammonium bromide (CTAB) and in water.With primary amines aminodehalogenation was observed, and it was found that if the reaction center of the aromatic substrate was located at the micelle water interface (compounds 1 and 2) the reaction was catalyzed by CTAB, but if the reaction center was more deeply buried into the micelle interior the reaction with aniline was inhibited by micelles of CTAB (compounds 3 and 4), while CTAB had little effecton the reaction of n-propylamine with compound 4.With the more sterically bulky tertiary amines, hydroxydehalogenation was observed rather than aminodehalogenation, and the reactions were all catalyzed by CTAB, but for the substrate with a more deeply buried reaction center (compound 4), the catalysis was stronger than for that with a reaction center at or near the interface (compound 2).The mechanism of hydroxydehalogenation was found to be specific base catalysis by the tertiary amine.Thus, the observation of micellar catalysis or inhibition of these reactions depends on the orientation of the organic substrate within the micellar aggreagate and the reaction product, amine or phenol, depends on the streric bulk of the amine at least for the compounds investigated here which contain two substituents ortho to the reaction center.